HCID 22915463, compound → HCID 22915451, compound

HRID 1377909Notes

Reaction equation

C([O:8][NH:9][C:10](=[O:29])[CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=2)[CH:16]=1)C1C=CC=CC=1.C(ONC(=O)CCCOC1C=CC=C(C2C=CC(F)=CC=2)C=1)C1C=CC=CC=1>>[C:27]([C:24]1[CH:23]=[CH:22][C:21]([C:17]2[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=2)[O:14][CH2:13][CH2:12][CH2:11][C:10]([NH:9][OH:8])=[O:29])=[CH:26][CH:25]=1)#[N:28]

Participants

Reactant 2

HCID 22915463HCID 22915463, compound

HCID 22915464HCID 22915464, compound

Product 1

HCID 22915451HCID 22915451, compound

Procedure

The desired compound was prepared according to the method of Example 15, step 4, except substituting O-benzyl-4-[3-(4-cyanophenyl)phenoxy]butanohydroxamic acid, prepared as in step 1, for N-benzyloxy-4-[3-(4-fluorophenyl)phenoxy]butyramide. 1H NMR (DMSO-d6) δ 1.97 (m, 2H), 2.15 (t, 2H, J=7.3 Hz), 4.05 (t, 2H, J=6.2 Hz), 7.01 (m, 1H), 7.29 (m, 2H), 7.42 (t, 1H, J=8.1 Hz), 7.91 (m, 4H), 8.72 (s, 1H), 10.42 (s, 1H). MS (FAB(+)) 297 (M+H+, 95), 264 (80), 102 (100); (FAB(-)) 295 (M-H-, 20), 194 (100). Anal. Calcd for C17H16N3O3 : C, 68.91; H, 5.44; N, 9.45. Found: C, 57.96; H, 4.66; N, 7.41.

Sources & evidence

ORD record: ord-ff55ca97e23a4bb3953be27144dae67e
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05665777

Reaction notes

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